3,4-Dicaffeoylquinic Acid

3,4-Dicaffeoylquinic acid (3,4-DCQA) is a polyphenol with diverse biological activities. 3,4-DCQA (1-500 µg/ml) inhibits acetylcholinesterase (ACE) and alpha-glucosidase in a concentration-dependent manner. It reduces mutagenicity of Trp-P-1 against S. typhimurium by 59% when used at a concentration of 0.57 mM. 3,4-DCQA has antioxidant activity in ferric reducing, beta-carotene bleaching, and DPPH scavenging assays (EC50s = 2.18, 23.85, and 68.91 µg/ml, respectively). It is cytotoxic to NCI-H23 lung adenocarcinoma cells (EC50 = 3.26 µg/ml). In vivo, 3,4-DCQA (50 mg/kg) increases tumor necrosis factor-related apoptosis inducing ligand (TRAIL) mRNA, reduces influenza H1N1 hemagglutinin (HA) mRNA, and increases survival in a mouse model of influenza A infection.Formal Name: (1S,3R,4R,5R)-3,4-bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-1,5-dihydroxy-cyclohexanecarboxylic acid. CAS Number: 14534-61-3. Synonyms: 3,4-DCQA, Isochlorogenic Acid B. Molecular Formula: C25H24O12. Formula Weight: 516.5. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 71 mg/ml, DMSO: 50 mg/ml, Ethanol: 50 mg/ml, PBS (pH 7.2): 25 mg/ml. lambdamax: 218, 330 nm. SMILES: O=C(/C=C/C1=CC=C(O)C(O)=C1)O[C@H]2[C@H](OC(/C=C/C3=CC=C(O)C(O)=C3)=O)[C@H](O)C[C@](C(O)=O)(O)C2. InChi Code: InChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(31)36-20-12-25(35,24(33)34)11-19(30)23(20)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,35H,11-12H2,(H,33,34)/b7-3+,8-4+/t19-,20-,23-,25+/m1/s1. InChi Key: UFCLZKMFXSILNL-PSEXTPKNSA-N.